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【结 构 式】 
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【分子编号】37070 【品名】4-(3-pyridinylmethyl)benzaldehyde 【CA登记号】 |
【 分 子 式 】C13H11NO 【 分 子 量 】197.23648 【元素组成】C 79.17% H 5.62% N 7.1% O 8.11% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IV)The reaction of 3-chloromethylpyridine (I) with the Grignard reagent of 4-bromobenzaldehyde diethylacetal (II) in THF gives 4-(3-pyridylmethyl)benzaldehyde diethylacetal (III), which is hydrolyzed with aqueous 1N HCl to 4-(3-pyridylmethyl)benzaldehyde (IV). The Wittig condensation of (IV) with 1-(ethoxycarbonyl)ethylidenetriphenylphosphorane (V) in CHCl3 affords 3-[4-(3-pyridylmethyl)phenyl]-2-methylacryl ic acid ethyl ester (VI), which is finally hydrolyzed with aqueous NaOH.
| 【1】 Tanouchi, T.; et al.; Pyridine derivatives. DE 2951786; FR 2445319; FR 2510108; GB 2039903; US 4271170; US 4317828 . |
| 【2】 Hillier, K.; Serradell, M.N.; Blancafort, P.; Castaner, J.; OKY-1581. Drugs Fut 1982, 7, 6, 399. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 15793 | 3-(Chloromethyl)pyridine | 3099-31-8 | C6H6ClN | 详情 | 详情 |
| (II) | 23171 | bromo[4-(diethoxymethyl)phenyl]magnesium | C11H15BrMgO2 | 详情 | 详情 | |
| (III) | 37069 | 3-[4-(diethoxymethyl)benzyl]pyridine; ethoxy[4-(3-pyridinylmethyl)phenyl]methyl ethyl ether | C17H21NO2 | 详情 | 详情 | |
| (IV) | 37070 | 4-(3-pyridinylmethyl)benzaldehyde | C13H11NO | 详情 | 详情 | |
| (V) | 37071 | ethyl 2-(triphenylphosphoranylidene)propanoate | 5717-37-3 | C23H23O2P | 详情 | 详情 |
| (VI) | 37072 | ethyl (E)-2-methyl-3-[4-(3-pyridinylmethyl)phenyl]-2-propenoate | C18H19NO2 | 详情 | 详情 |
Extended Information